On the Study of Various Reductions of 2-Benzoylcyclopentene-1-carboxylic Acid

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概要

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• It was found that the Clemmensen reduction of 2-benzoylcyclopentene-1-carboxylic acid (<B>2a</B>) did not give rise to 2-benzylcyclopentene-1-carboxylic acid (<B>1</B>), but to a mixture of <I>cis</I>- and <I>trans</I>-2-benzylcyclopentane-1-carboxylic acid (<B>6a</B> and <B>7a</B>) contrary to the description in literature. Unsaturated acid (<B>1</B>) was obtained as a major product by the Wolff-Kishner-Huang-Minlon reduction of <B>2a</B> accompanied with 1-carboxy-6-phenylbicyclo[3.1.0]hexane (<B>8</B>). The reduction of <B>2a</B> with zinc dust in acetic acid and the reduction of the methyl ester (<B>2b</B>) by way of its thioketal were also investigated.

• 公益社団法人 日本化学会の論文

著者

• Hanafusa Terukiyo

  Chemistry Department, Faculty of Science, Hiroshima University

関連論文

• On the Study of Various Reductions of 2-Benzoylcyclopentene-1-carboxylic Acid
• Solvolysis of 2,3-cyclopenteno-4H-homochromen-4-ol acetate: comparison with the corresponding carbocylic system.

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